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  1. School = Tildenville Elem
Details for 900 Plant Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $347.49 / sqft
  3. Days On Market: 26
  4. Bedrooms: 7
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9209
  8. Acreage: 1.61 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: O6283226
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Elementary School: Tildenville Elem
  5. Middle School: Lakeview
  6. High School: West Orange
  7. Provided by: STOCKWORTH REALTY GROUP LLC
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Welcome to 900 W Plant St! A once in a lifetime, privately gated, 1.6 acre paradise that is truly a rare find! Custom built, offering the ultimate multi generational living, or endless opportunites fo
Details for 260 Deer Isle Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,175,000.00
  2. Price sqft: $357.50 / sqft
  3. Previous Price: $2,195,000
  4. Last Price Change: 03/01/25
  5. Days On Market: 579
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6084
  10. Acreage: 2.01 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 2023
MLS#: O6135342
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Deer Island
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CREEGAN GROUP
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POOL INCLUDED IN THE LIST PRICE! The pool will be a 32 long by 14 wide and is included in the new price! This BRAND NEW CONSTRUCTION home directly on John's Lake is one of a kind with over 2 acres beh
Details for 1258 Ridge Lake Way, OAKLAND, FL 34787
Single Family
  1. Price: $1,996,500.00
  2. Price sqft: $317.91 / sqft
  3. Days On Market: 86
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6280
  8. Acreage: 0.25 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6265275
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: COMPASS FLORIDA LLC
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Pre Construction. To be built. Welcome 1258 Ridge Lake Way, nestled in the final phase of the sought after Oakland Park community. This custom built modern farmhouse by RCB Homes offers a perfect blen
Details for 511 Briley Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $1,895,000.00
  2. Price sqft: $357.01 / sqft
  3. Previous Price: $1,849,000
  4. Last Price Change: 01/31/25
  5. Days On Market: 231
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5308
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6228504
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Briley Farm Ph 1a
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Pre Construction. To be built. Introducing Briley Farm, an exquisite 111 acre sanctuary nestled in the historic charm of Oakland, Florida. Designed by renowned Element Home Builders, this brand new ar
Details for 166 Hammock Preserve Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,675,000.00
  2. Price sqft: $317.06 / sqft
  3. Days On Market: 26
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5283
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6283425
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Pk Un 6b3
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Under Construction. Discover 166 Hammock Preserve Loop, a stunning new construction custom home by AR Homes Arthur Rutenberg Homes in the highly sought after community of Oakland Park in Winter Garden
Details for 897 Landrum Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $999,999.00
  2. Price sqft: $248.32 / sqft
  3. Days On Market: 42
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4027
  8. Acreage: 0.21 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2013
MLS#: O6277025
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CENTURY 21 CARIOTI
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Welcome to your dream home in the charming community of Oakland Park! This stunning 4 bed, 3.5 bath home boasts an open floor plan and is situated on a desirable corner lot. From the street, you'll be
Details for 931 Kylee Alley, WINTER GARDEN, FL 34787
Single Family
  1. Price: $999,900.00
  2. Price sqft: $277.52 / sqft
  3. Days On Market: 49
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3603
  8. Acreage: 0.07 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2022
MLS#: O6271175
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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Welcome exceptional, elegant and innovative comforts to your life in this beautiful home in sought after Oakland Park known for its community amenities including three swimming pools, a clubhouse, pla
Details for 1041 Linehart Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $959,000.00
  2. Price sqft: $214.30 / sqft
  3. Days On Market: 29
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4475
  8. Acreage: 0.13 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2018
MLS#: G5092613
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Parka
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
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One or more photo(s) has been virtually staged. Welcome home to Oakland Park, a charming front porch community located on a one way street in the heart of Winter Garden. This thoughtfully designed, we
Details for 896 Tilden Oaks Trail, WINTER GARDEN, FL 34787
Single Family
  1. Price: $899,000.00
  2. Price sqft: $272.59 / sqft
  3. Previous Price: $929,900
  4. Last Price Change: 03/11/25
  5. Days On Market: 40
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3298
  10. Acreage: 0.12 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2022
MLS#: O6278752
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome to 896 Tilden Oaks Trail in Winter Garden, FL 34787A great opportunity to own a home in the highly sought after Oakland Park community. This former builders model has been thoughtfully upgrade
Details for 1118 Eagles Pass Way, WINTER GARDEN, FL 34787
Single Family
  1. Price: $785,000.00
  2. Price sqft: $269.48 / sqft
  3. Days On Market: 7
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2913
  8. Acreage: 0.11 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2022
MLS#: O6289041
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: COLDWELL BANKER REALTY
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Nestled on a premium corner lot in the sought after Oakland Park community, this stunning 3 bedroom, 2.5 bathroom home plus an office offers the perfect blend of charm and modern luxury. A welcoming c